ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Stereoselective total synthesis of diplodialide A

Kolluri Ramakrishna, Reddymasu Sreenivasulu, Mandava Venkata Basaveswara Rao, Siddaiah Vidavalur, and Boggu Jagan Mohan Reddy

Department of Organic Chemistry, Food, Drugs and Water, Andhra University, Visakhapatnam, India

E-mail: sidduchem@gmail.com

Received: 19 April 2020  Accepted: 16 September 2020

Abstract:

Abstract

An efficient stereoselective total synthesis of Diplodialide A has been achieved from inexpensive and commercially available starting material (R)-propylene oxide. This linear synthesis utilizes Wittig reaction, alkylation of 1,3-dithiane and Yamaguchi macrolactonization as key steps.

Graphic abstract

Keywords: (R)-propylene oxide; Wittig reaction; Alkylation of 1,3-dithiane; Yamaguchi; Macrolactonization; Diplodialide A

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-020-01365-1

Chemical Papers 75 (3) 931–937 (2021)