Asymmetric Synthesis 1-Substituted 2,6-Diazaspiro[3.3]heptanes through Addition of 3-Azetidinecarboxylate Anions to Davis-Ellman Imines

Leleti Rajender Reddy; Yogesh Waman; Krishna Nayak; Kasimraza Baharooni; Sharadsrikar Kotturi

doi:10.1021/acs.orglett.9b00564

Asymmetric Synthesis 1-Substituted 2,6-Diazaspiro[3.3]heptanes through Addition of 3-Azetidinecarboxylate Anions to Davis-Ellman Imines

Org Lett. 2019 May 17;21(10):3481-3484. doi: 10.1021/acs.orglett.9b00564. Epub 2019 Mar 25.

Authors

Leleti Rajender Reddy¹, Yogesh Waman¹, Krishna Nayak¹, Kasimraza Baharooni¹, Sharadsrikar Kotturi¹

Affiliation

¹ Route Scouting Department, Piramal Discovery Solutions , Pharmaceutical Special Economic Zone , Sarkhej Bavla Highway , Ahmedabad , Gujarat 382213 , India.

PMID: 30908052
DOI: 10.1021/acs.orglett.9b00564

Abstract

Asymmetric synthesis of 1-substituted 2,6-diazaspiro[3.3]heptane is described. This methodology affords excellent yields (up to 89%) and high diastereomeric ratios ( dr up to 98:2) and delivers differentially protected amines within the products.

Publication types

Research Support, Non-U.S. Gov't