Reductive Scission of a Cyclopropane σ‐Bond During the Action of Elemental Lithium on Cyclopropylacetylenes – A  cis ‐1,2‐Dilithioalkene as Intermediate | Zendy

Maercker Adalbert | Zendy; Girreser Ulrich | Zendy

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Reductive Scission of a Cyclopropane σ‐Bond During the Action of Elemental Lithium on Cyclopropylacetylenes – A cis ‐1,2‐Dilithioalkene as Intermediate

Author(s) -

Maercker Adalbert,

Girreser Ulrich

Publication year - 1990

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199006671

Subject(s) - cyclopropane , bond cleavage , chemistry , lithium (medication) , ring (chemistry) , cleavage (geology) , medicinal chemistry , stereochemistry , organic chemistry , catalysis , materials science , medicine , fracture (geology) , composite material , endocrinology

The cis ‐dilithioalkene 2 a is stable in solution at −30 °C ; it is formed as intermediate during the reductive cleavage of a cyclopropane bond in 1 a leading to 3 a . In contrast, in the analogous reaction of 1 b , only the product 3b of ring‐opening can be detected, and no intermediate. R = Ph(a), cyclopropyl (b).

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