Concepedia

DIASTEREOSELECTIVE REACTION OF CROTYLSILANES WITH ACETALS. IMPORTANCE OF THE ELECTRONIC EFFECT IN ACYCLIC STEREOSELECTION

Akíra Hosomi, M. ANDO, Hideki Sakurai

Chemistry Letters · 1986 · 34 citations · 24 references

DOI

Concepts

Abstract

Abstract Acyclic stereoselection of aromatic acetals in the reaction with crotylsilanes depends upon the geometry of crotylsilanes. It was also disclosed for the first time that the electronic effect plays an important role on controlling the diastereochemistry.

References

24

Stereocontrol in the synthesis of acyclic systems: applications to natural product synthesis

Paul A. Bartlett · Tetrahedron · 1980 · 506 citations

, , +13

Diastereogenic Addition of Crotylmetal Compounds to Aldehydes

Reinhard W. Hoffmann · Angewandte Chemie International Edition in English · 1982 · 381 citations

, , +5

Reactions of allylsilanes and application to organic synthesis

Hideki Sakurai · Pure and Applied Chemistry · 1982 · 258 citations · Full text

, , +7

Erythro-selective addition of crotyltrialkyltins to aldehydes regardless of the geometry of the crotyl unit. Stereoselection independent of the stereochemistry of precursors

Yoshinori Yamamoto, Hidetaka Yatagai, Yoshinori Naruta et al. · Journal of the American Chemical Society · 1980 · 215 citations

, , +5

Stereoselective synthesis of alcohols. 8. Diastereoselective synthesis of .beta.-methylhomoallyl alcohols via crotylboronates

Reinhard W. Hoffmann, Hans Joachim Zeiss · The Journal of Organic Chemistry · 1981 · 184 citations

, , +5