A New Synthetic Approach to Novel Spiro‐β‐lactams | Zendy

Bhalla Aman | Zendy; Venugopalan Paloth | Zendy; Bari Shamsher S. | Zendy

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A New Synthetic Approach to Novel Spiro‐β‐lactams

Author(s) -

Bhalla Aman,

Venugopalan Paloth,

Bari Shamsher S.

Publication year - 2006

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200600458

Subject(s) - chemistry , carbocation , lactam , lewis acids and bases , alkylation , beta lactam , halogen , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , biochemistry , antibiotics , alkyl

An operationally simple and efficient approach for the synthesis of novel spiro‐β‐lactams is described. The key reaction is a halogen‐mediated intrasulfenyl cyclization of a cis ‐3‐benzylthio‐3‐(prop‐2‐ynyloxy/‐enyloxy)‐β‐lactam procured through a Lewis acid‐mediated C‐3‐alkylation of the trans ‐3‐benzylthio‐3‐chloro‐β‐lactam carbocation equivalent. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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