Stereocontrolled synthesis of spiroketals: An engine for chemical and biological discovery Journal Article


Authors: Verano, A. L.; Tan, D. S.
Article Title: Stereocontrolled synthesis of spiroketals: An engine for chemical and biological discovery
Abstract: Spiroketals are key structural motifs found in diverse natural products with compelling biological activities. However, stereocontrolled synthetic access to spiroketals, independent of their inherent thermodynamic preferences, is a classical challenge in organic synthesis that has limited in-depth biological exploration of this intriguing class. Herein, we review our laboratory's efforts to advance the glycal epoxide approach to the stereocontrolled synthesis of spiroketals via kinetically controlled spirocyclization reactions. This work has provided new synthetic methodologies with applications in both diversity- and target-oriented synthesis, fundamental insights into structure and reactivity, and efficient access to spiroketal libraries and natural products for biological evaluation. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Keywords: catalysis; spiro compounds; diversity-oriented synthesis; glycal epoxide; kinetic spiroketalization
Journal Title: Israel Journal of Chemistry
Volume: 57
Issue: 3-4
ISSN: 0021-2148
Publisher: Wiley Blackwell  
Date Published: 2017-04-01
Start Page: 279
End Page: 291
Language: English
DOI: 10.1002/ijch.201600134
PROVIDER: scopus
PMCID: PMC5665374
PUBMED: 29104308
DOI/URL:
Notes: Review -- Export Date: 2 May 2017 -- Source: Scopus
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MSK Authors
  1. Derek S Tan
    71 Tan
  2. Alyssa Verano
    2 Verano