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1.14 Cyclopropanation Reactions

DOI: 10.1055/sos-SD-201-00394

Roy, M. -N.; Lindsay, V. N. G.; Charette, A. B.Science of Synthesis: Stereoselective Synthesis, (20111731.

General Introduction

This section describes the most important methods since 1995 to generate substituted enantiomerically enriched cyclopropane derivatives from various achiral substrates (Scheme 1).[‌1‌,‌2‌] Earlier literature is covered in HoubenWeyl, Vol. E 21, p3179ff and will not be included unless the material is necessary to describe the more recent advances in the proper context. The first part of this section will focus on the stereoselective addition of metal carbenes or carbenoid reagents to alkenes. The following sections will review various other methodologies involving ring-closing and ring-contracting processes. Other more specific methodologies that have not been included in the previous sections will be highlighted. The cyclopropanation derived from carbometalation of cyclopropenes will not be discussed in this section, since it is the topic of Section 1.8.

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