One-pot synthesis of epoxides from benzyl alcohols and aldehydes

Beilstein Journal of Organic Chemistry - Tập 14 - Trang 2308-2312
Edwin Alfonzo1, Jesse W L Mendoza1, Aaron B. Beeler1
1Department of Chemistry, Boston University, Boston, Massachusetts 02215, United States.

Tóm tắt

A one-pot synthesis of epoxides from commercially available benzyl alcohols and aldehydes is described. The reaction proceeds through in situ generation of sulfonium salts from benzyl alcohols and their subsequent deprotonation for use in Corey–Chaykovsky epoxidation of aldehydes. The generality of the method is exemplified by the synthesis of 34 epoxides that were made from an array of electronically and sterically varied alcohols and aldehydes.

Từ khóa


Tài liệu tham khảo

10.1021/cr50028a006

10.1002/anie.200900600

10.1021/cr400709j

10.1016/j.tetasy.2015.03.006

10.1021/jo01058a015

10.1016/S0040-4020(01)91961-1

10.1002/anie.199211791

10.1021/ja01616a041

10.1021/ja00888a022

10.1021/ja00736a021

10.1021/ja047104k

10.1016/j.tetlet.2012.07.056

10.1002/adsc.201400609

10.1039/b900719a

10.1016/j.tetlet.2006.06.055

10.1016/S0040-4039(03)01593-4

10.1016/j.tetlet.2017.05.018

10.1002/ajoc.201600440

10.1002/ejoc.201402160

10.1021/acs.orglett.7b01222

10.1021/ja01084a034

10.1021/ar030045f

10.1021/jo0479260

10.1021/ja405073w

10.1055/s-0029-1219359

10.1016/j.tet.2013.05.036

10.1002/anie.200350968

10.1016/S0040-4039(00)97306-4

10.1002/ejoc.200800957

10.1016/j.tet.2006.02.015

10.1016/j.ejmech.2004.12.008

10.1021/jo00952a046

Thông tin
Thông tin xuất bản

Beilstein Journal of Organic Chemistry

Tập 14

2308-2312

Thông tin tác giả