2. The scheme below illustrates the synthesis of a cage-annulated ether conducted by Marchand and coworkers which utilizes a Baeyer-Villiger oxidation. mCPBA DCM Intermediate 1 1. LAH 2. H₂O, HCI Intermediate 2 Tosyl Chloride (TSCI) a. Provide the structures of intermediate 1 and intermediate 2. b. Provide a complete arrow pushing mechanism for each reaction. You may abbreviate the structure by only utilizing the front cyclopentane ring in your mechanisms.

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2. The scheme below illustrates the synthesis of a cage-annulated ether conducted
by Marchand and coworkers which utilizes a Baeyer-Villiger oxidation.
mCPBA
DCM
Intermediate
1
1. LAH
2. H₂O, HCI
Intermediate
2
Tosyl Chloride
(TSCI)
H
N.
a. Provide the structures of intermediate 1 and intermediate 2.
b. Provide a complete arrow pushing mechanism for each reaction. You may
abbreviate the structure by only utilizing the front cyclopentane ring in your
mechanisms.
Transcribed Image Text:2. The scheme below illustrates the synthesis of a cage-annulated ether conducted by Marchand and coworkers which utilizes a Baeyer-Villiger oxidation. mCPBA DCM Intermediate 1 1. LAH 2. H₂O, HCI Intermediate 2 Tosyl Chloride (TSCI) H N. a. Provide the structures of intermediate 1 and intermediate 2. b. Provide a complete arrow pushing mechanism for each reaction. You may abbreviate the structure by only utilizing the front cyclopentane ring in your mechanisms.
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