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270069 VO Strategies and Tactics in Organic Synthesis (2016S)

3.00 ECTS (2.00 SWS), SPL 27 - Chemie


Sprache: Englisch




Block Lecture:

First appointment: Tuesday, 12. April at 10h00 in SR3

Always from 10:00 to 12:00!

Di, 12.04.2016 SR 3 (Organische Chemie)
Mi, 13.04. SR 1 (Analytische Chemie)

Di, 19.04. HS 4 (please note the different room!)
Mi, 20.04. SR 1

Di, 03.05. HS 4
Mi, 04.05. SR 1

Di, 10.05. HS 4

Mi, 18.05. SR 1

Di, 24.05. HS 4
Mi, 20.04. SR 1

Di, 31.05. HS 4
Mi, 01.06. SR 1

EXAM: Do, 23.06 from 10:30 to 12:30 HS2


Ziele, Inhalte und Methode der Lehrveranstaltung

As its name suggests, this lecture aims at discussing how a complex molecule can be approached from a synthetic point of view. In order to do so, selected syntheses will be analysed and commented on. Emphasis shall be placed on retrosynthetic disconnections and their reduction to practice, on maximisation of synthetic efficiency and on the discussion of new methods in Organic Chemistry. Students will be encouraged to think creatively and suggest “out-of-the-box” approaches whenever possible.
For illustrative purposes, an Outline of the main broad topics to be covered and a pool of possible case-studies (typically 1 per lecture) are presented below.


Sample case-studies

1. Classical approaches to complex molecules
a) Woodward, Strychnine
b) Woodward, Reserpine
c) Corey, Prostaglandins
d) Still, Periplanone B
e) Curran, Hirsutene and Capnellene
f) Corey, Gingkolide

2. Biomimetic approaches
a) Nicolaou, Endiandric Acids
b) Heathcock, Daphnyphillium alkaloids
c) Johnson, Steroids
d) Pirrung, Isocomene
e) Nicolaou, Bisorbicillinoids
f) Shair, Longithorone A
g) Sorensen, FR 182877

3. The past and the future
a) Overman, Strychnine (vs. 1a)
b) Stork, Quinine (vs. Woodward)
c) Volhardt, Steroids (vs. 2c)
d) Grubbs, Capnellene (vs. 1e)
e) Winkler, Manzamine A
f) Corey, Onocerin
g) Baran, Hapalindoles
h) Gin, Batzelladine A

(sample syntheses listed are only illustrative and not all of them will be covered!)

Art der Leistungskontrolle und erlaubte Hilfsmittel

Mindestanforderungen und Beurteilungsmaßstab



Classics in Total Synthesis I, Nicolaou et al
Classics in Total Synthesis II, Nicolaou et al
The Logic of Chemical Synthesis, Corey

Zuordnung im Vorlesungsverzeichnis


Letzte Änderung: Mi 29.03.2017 10:12