Wolff-Staudinger Cascade Reaction ウォルフ-シュタウディンガー カスケード反応

Outline

Synthesis, 201648, 3515-3526.
DOI:10.1055/s-0035-1562579

“Combination of Enabling Technologies to Improve and Describe the Stereoselectivity of Wolff–Staudinger Cascade Reaction”

B. Musio, F. Mariani, E. P. Śliwiński, M. A. Kabeshov, H. Odajima, S. V. Ley

Abstract
  A new, single-mode bench-top resonator was evaluated for the microwave-assisted flow generation of primary ketenes by thermal decomposition of α-diazoketones at high temperature. A number of amides and β-lactams were obtained by ketene generation in situ and reaction with amines and imines, respectively, in good to excellent yields. The preferential formation of trans-configured β-lactams was observed during the [2+2] Staudinger cycloaddition of a range of ketenes with different imines under controlled reaction conditions. Some insights into the mechanism of this reaction at high temperature are reported, and a new web-based molecular viewer, which takes advantage from Augmented Reality (AR) technology, is also described for a faster interpretation of computed data.

Supporting Information
http://dx.doi.org/10.1055/s-0035-1562579.

Equipment information Reactor size: 100 mm, Maximum power: 100 W (SAIDA FDS INC.)

概要

装置情報:100 mmキャビティ、100W

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