Stereoselective Synthesis of Polysubstituted Spiropentanes

Overview

Journal J Am Chem Soc

Publisher American Chemical Society

Specialty Chemistry

Date 2022 Sep 11

PMID 36088586

Authors

Yair Cohen

Dor Toledano

Ilan Marek

Affiliations

Soon will be listed here.

Abstract

A new approach to polysubstituted spiropentanes is developed through a regio- and diastereoselective carbometalation of sp-disubstituted cyclopropenes. The control of selectivity originates from a combined -facial diastereoselective carbometalation with a regio-directed addition. The regio-controlling element subsequently serves as a leaving group in an intramolecular nucleophilic substitution. This method allows the preparation of various polysubstituted spiropentanes with up to five contiguous stereocenters.

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