Preface
Two volumes are dedicated to the synthesis of saturated oxygenated heterocycles
and consist of eight chapters covering the synthesis of 5- to 16-membered ring
cyclic ethers and lactones. Rather than offer an exhaustive description of the
synthesis of cyclic ethers and lactones, these volumes present methods and strategies to synthesize heterocycles and thus helping the reader to find suitable methods
for obtaining a desired saturated oxygenated heterocycle. The first volume comprises five chapters and the second volume three chapters.
In chapter entitled “Synthesis of Substituted Tetrahydrofurans,” J. D. Rainier
outlines the advances that have been made during the last 10 years in the synthesis
of tetrahydrofurans such as nucleophilic additions to acetals and hemiacetals,
cycloadditions, oxidative cyclizations, furan reductions, Prins-pinacol cascades,
ring-opening of bicyclic substrates, and nucleophilic substitutions.
In chapter “Synthesis of Saturated Tetrahydropyrans,” S.D. Rychnovsky, M. A.
Perry, and N. Sizemore review the common strategies to access tetrahydropyrans
such as the formation of O1–C2, C2–C3, C3–C4, O1–C6, and C2–C3 bonds, as well
as C2 functionalization of lactols and lactones.
The chapter “Synthesis of Saturated Six-Membered Ring Lactones” by K. P.
Kaliappan and K. Palanichamy describes various selected methods such as
lactonization of δ-hydroxy acid derivatives, oxidation, electrophilic cyclization,
intramolecular nucleophilic displacement, radical and reductive cyclizations, palladium-catalyzed lactonization, as well as carbonylation and carboxylation.
The synthesis of 7-oxabicyclo[2.2.1]heptanes and derivatives is reported in the
chapter “Synthesis of 7-Oxabicyclo[2.2.1]heptane and Derivatives” has been written by P. Vogel and A. J. Moreno-Vargas. Most of the methods, reported to access
7-oxabicyclo[2.2.1]heptanes, are Diels–Alder reactions, but non-Diels–Alder reactions such as electrophilic cyclizations have also been included in this chapter. As
7-oxabicyclo[2.2.1]heptane derivatives can be good precursors of other oxygenated
heterocycles, their ring cleavage either by cleavage of a C-O or a C-C bond have
been reported. In addition, as 7-oxabicyclo[2.2.1]heptane derivatives are extremely
v
Two volumes are dedicated to the synthesis of saturated oxygenated heterocycles
and consist of eight chapters covering the synthesis of 5- to 16-membered ring
cyclic ethers and lactones. Rather than offer an exhaustive description of the
synthesis of cyclic ethers and lactones, these volumes present methods and strategies to synthesize heterocycles and thus helping the reader to find suitable methods
for obtaining a desired saturated oxygenated heterocycle. The first volume comprises five chapters and the second volume three chapters.
In chapter entitled “Synthesis of Substituted Tetrahydrofurans,” J. D. Rainier
outlines the advances that have been made during the last 10 years in the synthesis
of tetrahydrofurans such as nucleophilic additions to acetals and hemiacetals,
cycloadditions, oxidative cyclizations, furan reductions, Prins-pinacol cascades,
ring-opening of bicyclic substrates, and nucleophilic substitutions.
In chapter “Synthesis of Saturated Tetrahydropyrans,” S.D. Rychnovsky, M. A.
Perry, and N. Sizemore review the common strategies to access tetrahydropyrans
such as the formation of O1–C2, C2–C3, C3–C4, O1–C6, and C2–C3 bonds, as well
as C2 functionalization of lactols and lactones.
The chapter “Synthesis of Saturated Six-Membered Ring Lactones” by K. P.
Kaliappan and K. Palanichamy describes various selected methods such as
lactonization of δ-hydroxy acid derivatives, oxidation, electrophilic cyclization,
intramolecular nucleophilic displacement, radical and reductive cyclizations, palladium-catalyzed lactonization, as well as carbonylation and carboxylation.
The synthesis of 7-oxabicyclo[2.2.1]heptanes and derivatives is reported in the
chapter “Synthesis of 7-Oxabicyclo[2.2.1]heptane and Derivatives” has been written by P. Vogel and A. J. Moreno-Vargas. Most of the methods, reported to access
7-oxabicyclo[2.2.1]heptanes, are Diels–Alder reactions, but non-Diels–Alder reactions such as electrophilic cyclizations have also been included in this chapter. As
7-oxabicyclo[2.2.1]heptane derivatives can be good precursors of other oxygenated
heterocycles, their ring cleavage either by cleavage of a C-O or a C-C bond have
been reported. In addition, as 7-oxabicyclo[2.2.1]heptane derivatives are extremely
v