Synthesis of Functionalized 3,4‐Dihydropyrans via Rearrangement of the Products of a One‐Pot Diastereoselective Assembly of Ketones and Acetylene | Zendy

Schmidt Elena Yu. | Zendy; Trofimov Boris A. | Zendy; Zoridezhda V. | Zendy; Mikhaleva Albina I. | Zendy; Ushakov Igor A. | Zendy; Skital'tseva Elena V. | Zendy; Kazheva Olga N. | Zendy; Alexandrov Grigorii G. | Zendy; Dyachenko Oleg A. | Zendy

Premium

Synthesis of Functionalized 3,4‐Dihydropyrans via Rearrangement of the Products of a One‐Pot Diastereoselective Assembly of Ketones and Acetylene

Author(s) -

Schmidt Elena Yu.,

Trofimov Boris A.,

Zoridezhda V.,

Mikhaleva Albina I.,

Ushakov Igor A.,

Skital'tseva Elena V.,

Kazheva Olga N.,

Alexandrov Grigorii G.,

Dyachenko Oleg A.

Publication year - 2010

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.201001229

Subject(s) - chemistry , acetylene , methylene , pheromone , cope rearrangement , organic chemistry , carroll rearrangement , one pot synthesis , catalysis , stereochemistry , sigmatropic reaction , botany , biology

The products of the one‐pot assembly of ketones and acetylene, 7‐methylene‐6,8‐dioxabicyclo[3.2.1]octanes, congeners of an insect pheromone frontalin, undergo an acid‐catalyzed rearrangement to diastereomerically pure 2‐acetyl‐3,4‐dihydropyrans in excellent yields. The synthesis is realizable in a one‐pot manner procedure directly from ketones and acetylene.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research