Enantiospecific total synthesis of the putative structure of cryptopyranmoscatone B2

Total synthesis of THP tethered pyrone containing natural product cryptopyranmoscatone B2 was accomplished from commercially available 2-deoxyribose. The key THP unit was assembled by FeCl3 catalyzed cyclization of an allyl alcohol. Brown allylation and RCM reactions were employed to construct the l...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron 2018-05, Vol.74 (21), p.2627-2633
Main Authors: Vaithegi, Kannan, Prasad, Kavirayani R.
Format: Article
Language:English
Subjects:
Cryptopyranmoscatone B2
FeCl3 catalyzed cyclization
Ring closing metathesis
δ-lactone
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Total synthesis of THP tethered pyrone containing natural product cryptopyranmoscatone B2 was accomplished from commercially available 2-deoxyribose. The key THP unit was assembled by FeCl3 catalyzed cyclization of an allyl alcohol. Brown allylation and RCM reactions were employed to construct the lactone unit. The synthesis represents the first total synthesis of the putative structure of the natural product. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2018.04.011